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Merck
CN

D7815

R(−)-Denopamine

≥98% (HPLC), β1 adrenoceptor agonist, powder

Synonym(s):

(−)-α-(3,4-Dimethoxyphenethylaminomethyl)-4-hydroxy­benzyl­alcohol

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About This Item

Empirical Formula (Hill Notation):
C18H23NO4
CAS Number:
Molecular Weight:
317.38
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Product Name

R(−)-Denopamine, ≥98% (HPLC), powder

SMILES string

COc1ccc(CCNC[C@H](O)c2ccc(O)cc2)cc1OC

InChI key

VHSBBVZJABQOSG-INIZCTEOSA-N

InChI

1S/C18H23NO4/c1-22-17-8-3-13(11-18(17)23-2)9-10-19-12-16(21)14-4-6-15(20)7-5-14/h3-8,11,16,19-21H,9-10,12H2,1-2H3/t16-/m0/s1

assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: 10 mg/mL, clear, H2O: insoluble

storage temp.

2-8°C

Quality Level

Gene Information

human ... ADRB1(153)

Application

R(-)-Denopamine has been used as an β-adrenergic agonist to study its effects on contractility in isolated lymphatic vessels (LVs).

Biochem/physiol Actions

β1-adrenoceptor agonist.
Denopamine is a cardiotonic drug.

Features and Benefits

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Disclaimer

Light sensitive.

signalword

Warning

pictograms

Health hazard

hcodes

pcodes

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Weak arrhythmogenic property of the new cardiotonic agent denopamine in dogs: comparison with catecholamines
NARITA H, et al.
Japanese Journal of Pharmacology, 41(3), 335-344 (1986)
H Kurosawa et al.
Japanese journal of pharmacology, 72(4), 325-333 (1996-12-01)
Influence of cardiotonic agents on the prognosis of heart failure depends on the individual therapeutic agents, and favorable and unfavorable effects of these agents have been reported in clinical trials. We studied the effect of the cardiotonic agent denopamine on
Ruduwaan Salie et al.
Cardiovascular drugs and therapy, 25(1), 31-46 (2011-01-13)
To determine the mechanism whereby transient stimulation of the β-adrenergic receptor subtypes (β-AR) elicit cardioprotection against subsequent ischaemia. Isolated rat hearts were subjected to 35 min regional ischaemia (RI) and reperfusion and infarct size (IS) determined. Hearts were preconditioned with
Gao Shang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(27), 7780-7784 (2007-06-27)
Two beta-receptor agonists (-)-denopamine and (-)-arbutamine were prepared in good yields and enantioselectivities by asymmetric hydrogenation of unprotected amino ketones for the first time by using Rh catalysts bearing electron-donating phosphine ligands. A series of alpha-primary and secondary amino ketones
Takeshi Ishide
Current medical research and opinion, 18(7), 407-413 (2002-12-19)
Up until now, it has been suggested that nitrate and/or calcium channel blockers were effective against variant angina pectoris. On the other hand, it is known that about 20% of variant angina pectoris was refractory to both nitrate and calcium

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